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All our Vacation Rentals in Montefollonico

Results 1 - 20 of 112

(#306)
  1. Location
  2. Italy
  3. Tuscany
  4. Montepulciano
  5. 6 Km from Montefollonico
From€ 4700
per week
Villa Ardesia from€ 4700

Villa

The villa was born from the careful restoration of an ancient stone farmhouse, originally the main estate of the Ardene Valley. ...

14 Sleeps / 7 Bedrooms / 6 Bathrooms
  • Garden
  • Parking
  • Swimmingpool
  • Next Year Available
  • Internet Wifi
  • Panoramic View Hill

(#53)
  1. Location
  2. Italy
  3. Tuscany
  4. Bettolle
  5. 12 Km from Montefollonico
Villa La Marchesa: Swimming pool and garden

Villa

Villa La Marchesa is a magnificent "Leopoldina" style of the '700 located in the heart of the most real and authentic Tuscany, ...

20 Sleeps / 10 Bedrooms / 10 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Weddings

(#57)
  1. Location
  2. Italy
  3. Tuscany
  4. La Villa-farneta
  5. 15 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 1390
per week
Villa Camelia: Swimming pool and garden from€ 1390
Excellent
Guest Reviews (4)

Villa

Set in the countryside surrounding Cortona, Villa La Camelia is a charming property obtained from an old farmhouse and lovingly ...

4 Sleeps / 2 Bedrooms / 2 Bathrooms
  • Garden
  • Baby Bed
  • Parking
  • Swimmingpool
  • Next Year Available
  • Chef

(#17)
  1. Location
  2. Italy
  3. Tuscany
  4. La Villa-farneta
  5. 17 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 2000
per week
Villa Anita: Outdoor view and garden from€ 2000
Excellent
Guest Reviews (2)

Villa

Nestled in the rolling hills of the Chiana Valley, at the foot of the beautiful town of Cortona, we find ourselves facing a ...

13 Sleeps / 7 Bedrooms / 4 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Next Year Available

(#193)
  1. Location
  2. Italy
  3. Tuscany
  4. Foiano Della Chiana
  5. 19 Km from Montefollonico
From€ 9065
per week
Villa Dahlia: Swimming pool from€ 9065

Villa

Immersed in the green Tuscan landscape, in the heart of the Valdichiana, we find an important, luxurious and charming property ...

14 Sleeps / 6 Bedrooms / 6 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Wellness

(#100)
  1. Location
  2. Italy
  3. Tuscany
  4. Manzano
  5. 20 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 12540
per week
Villa Le Stelle from€ 12540

Villa

Villa Le Stelle is a beautiful property in the heart of the Cortona countryside, situated in an enchanting position where you can ...

20 Sleeps / 10 Bedrooms / 11 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Weddings

(#94)
  1. Location
  2. Italy
  3. Tuscany
  4. Manzano
  5. 20 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 6540
per week
Villa Luna: Outdoor view from€ 6540

Villa

Villa Luna will surely not disappoint you and make of your vacation in Tuscany a memorable one. Ideal for a family vacation or a ...

10 Sleeps / 5 Bedrooms / 5 Bathrooms
  • Garden
  • Near Village
  • Maid
  • Baby Bed
  • Parking
  • Swimmingpool

(#160)
  1. Location
  2. Italy
  3. Tuscany
  4. Creti
  5. 18 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 2150
per week
Villa Dei Ciliegi: Panoramic view from€ 2150
Excellent
Guest Reviews (1)

Villa

Villa i Ciliegi is located in the heart of the Valdichiana, in an elevated position from which you can enjoy a beautiful view of ...

8 Sleeps / 4 Bedrooms / 3 Bathrooms
  • Garden
  • Near Village
  • Parking
  • Swimmingpool
  • Next Year Available
  • Internet Wifi

(#87)
  1. Location
  2. Italy
  3. Tuscany
  4. Centoia I
  5. 18 Km from Montefollonico
From€ 1030
per week
Villa Mira from€ 1030
Excellent
Guest Reviews (1)

Villa

Villa Mira is a lovely independent house in the heart of the Tuscan countryside, a few kilometers from the historic Etruscan town ...

6 Sleeps / 3 Bedrooms / 2 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Next Year Available

(#151)
  1. Location
  2. Italy
  3. Tuscany
  4. Creti
  5. 19 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 1760
per week
Casale Valdichiana: Outdoor view from€ 1760

Vacation Home

At 10 km from the beautiful Etruscan town of Cortona, in the heart of real Tuscany lies Casale Valdichiana, an old farmhouse ...

10 Sleeps / 5 Bedrooms / 3 Bathrooms
  • Garden
  • Near Village
  • Parking
  • Swimmingpool
  • Next Year Available
  • Chef

(#327)
  1. Location
  2. Italy
  3. Tuscany
  4. Manzano
  5. 19 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 8533
per week
Villa Dedalo from€ 8533

Villa

Villa Dedalo is nestled in the beautiful countryside of the Valdichiana and offers breathtaking panoramic views of Cortona, the ...

14 Sleeps / 7 Bedrooms / 7 Bathrooms
  • Garden
  • Parking
  • Swimmingpool
  • Next Year Available
  • Internet Wifi
  • Panoramic View Hill

(#360)
  1. Location
  2. Italy
  3. Tuscany
  4. Centoia I
  5. 30 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 1904
per week
Casa Belvedere from€ 1904

Villa

Casa Belvedere is surrounded by a spacious and well-maintained private garden, designed to offer guests a true oasis of peace and ...

4 Sleeps / 2 Bedrooms / 2 Bathrooms
  • Garden
  • Near Village
  • Parking
  • Next Year Available
  • Internet Wifi
  • Stone Building

(#124)
  1. Location
  2. Italy
  3. Tuscany
  4. Castroncello
  5. 20 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 5800
per week
Villa Michelangelo from€ 5800

Villa

Immersed in the Tuscan countryside rich in lush olive trees and cultivated fields, at the foothill of the beautiful Etruscan town ...

18 Sleeps / 9 Bedrooms / 11 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Weddings

(#210)
  1. Location
  2. Italy
  3. Tuscany
  4. Terontola
  5. 26 Km from Montefollonico
From€ 6400
per week
Villa Lilli & Spa: Outdoor and swimming pool view from€ 6400

Villa

The villa is made of stone and features a strong modern character furnishings which however manages to offer a combination of ...

6 Sleeps / 3 Bedrooms / 3 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Weddings

(#285)
  1. Location
  2. Italy
  3. Tuscany
  4. Camucia-monsigliolo
  5. 22 Km from Montefollonico
  1. Tourist Area
  2. Cortona
Villa Belvedere: Swimming pool

Villa

Villa Belvedere is a countryside residence set in a privileged panoramic position, immersed in the authentic Tuscan landscape. ...

8 Sleeps / 4 Bedrooms / 5 Bathrooms
  • Garden
  • Baby Bed
  • Parking
  • Swimmingpool
  • Next Year Available
  • Internet Wifi

(#85)
  1. Location
  2. Italy
  3. Tuscany
  4. Il Castagno
  5. 27 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 2717
per week
Villa Chiara: Swimming pool and outdoor view   Special Offer from€ 2717
Excellent
Guest Reviews (17)

Villa

Villa Chiara is the ideal place to spend an holiday in the spirit of the beauties of Tuscany. The Villa is situated in one of the ...

8 Sleeps / 3 Bedrooms / 3 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Weddings

Special Offers

Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.

(#119)
  1. Location
  2. Italy
  3. Tuscany
  4. Mezzavia
  5. 26 Km from Montefollonico
From€ 3540
per week
Villa La Capannina: Outdoor view from€ 3540

Villa

Villa La Capannina was born from the skilful renovation of an old stone farmhouse of peasant origin that has been turned into a ...

11 Sleeps / 6 Bedrooms / 4 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Weddings

(#112)
  1. Location
  2. Italy
  3. Tuscany
  4. Il Castagno
  5. 27 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 2450
per week
Villa Delle Fragole: Garden and outdoor view from€ 2450

Villa

Immersed in the rolling hills that surround the beautiful Etruscan town of Cortona rises Villa delle Fragole, a beautiful stone ...

7 Sleeps / 3 Bedrooms / 3 Bathrooms
  • Garden
  • Baby Bed
  • Parking
  • Swimmingpool
  • Next Year Available
  • Internet Wifi

(#4)
  1. Location
  2. Italy
  3. Tuscany
  4. Il Castagno
  5. 27 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 1800
per week
Villa Eleonora   Special Offer from€ 1800
Excellent
Guest Reviews (2)

Villa

Villa Eleonora will give you a unique stay in a location characterized by quiet and privacy and incomparable views over the ...

8 Sleeps / 4 Bedrooms / 5 Bathrooms
  • Garden
  • Near Village
  • Baby Bed
  • Parking
  • Swimmingpool
  • Next Year Available

Special Offers

Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.

(#98)
  1. Location
  2. Italy
  3. Tuscany
  4. Cortona
  5. 27 Km from Montefollonico
  1. Tourist Area
  2. Cortona
From€ 772
per week
Casa San Michelangelo: Living room from€ 772
Excellent
Guest Reviews (9)

City / Village Apartment

Casa San Michelangelo is located in Cortona, a few steps walk from the historic center of the town but at the same time in a ...

4 Sleeps / 2 Bedrooms / 2 Bathrooms
  • Baby Bed
  • In Village
  • Next Year Available
  • Internet Wifi
  • Stone Building
  • Panoramic View Hill